Enantioselective synthesis of tetrasubstituted allenes via addition/arylation tandem reaction of 2-activated 1,3-enynes  

作　　者：Yongyan Zhang Jin Wu Lichao Ning Qianping Chen Xiaoming Feng Xiaohua Liu 

机构地区：[1]Key Laboratory of Green Chemistry&Technology,Ministry of Education,College of Chemistry,Sichuan University,Chengdu,610064,China

出　　处：《Science China Chemistry》2023年第2期526-533,共8页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(21625205);the Sichuan University(2020SCUNL204)。

摘　　要：We report the development of a new class of multifunctional chiral guanidine/Pd(0)catalyst system for 1,4-addition/arylation tandem reaction.A variety of tetra-substituted allenes were readily accessible from three-component“one-pot”transformations of acyclic or cyclic 2-activated 1,3-enynes,malonates and halobenzenes under mild reaction conditions.High levels of yield and enantioselectivity were achieved in the construction of stereogenic center and axis using readily available acyclic guanidineamides.The mechanistic studies suggest that the guanidine/Pd(0)collaboration has obvious synergism to both base-dominated conjugate addition,and Pd(0)-dominated Heck-type reaction.

关 键 词：chiral guanidine tandem reaction three-component“one-pot” synergistic catalysis tetra-substituted allenes 

分 类 号：O621.251[理学—有机化学]